Dimethylamine → HCID 15392223, compound

HRID 362520Notes

Reaction equation

HRID 362520 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:26][C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][C:31]([C:37]#[N:38])=[CH:32][CH:33]=4)[CH:28]=3)[C:22](=[O:25])[CH2:23]Br)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:39][NH:40][CH3:41]>CO>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([N:21]([CH2:26][C:27]3[CH:36]=[CH:35][C:34]4[C:29](=[CH:30][C:31]([C:37]#[N:38])=[CH:32][CH:33]=4)[CH:28]=3)[C:22](=[O:25])[CH2:23][N:40]([CH3:41])[CH3:39])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 15392222HCID 15392222, compound

Product 1

HCID 15392223HCID 15392223, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
60 °C

Procedure

N-[4-[(1-t-Butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]-2-bromoacetamide obtained in Reference Example 27 (237 mg) was dissolved in 1 ml of methanol, 10 ml of 40% dimethylamine aqueous solution was added to the solution, and the mixture was stirred at 60° C. for 12 hours. The reaction solution was evaporated and chloroform was added to the resulting residue. The mixture was washed with water and brine in that order, dried over anhydrous sodium sulfate and then evaporated to give 247 mg of N-[4-[(1-t-butoxycarbonyl-4-piperidyl)oxy]phenyl]-N-[(7-cyano-2-naphthyl)methyl]-2-dimethylaminoacetamide.

Workup

  1. customThe reaction solution was evaporated
  2. additionchloroform was added to the resulting residue
  3. washThe mixture was washed with water and brine in that order
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated

Sources & evidence

ORD record
ord-bfd26d39496b433b8bc83a362e95a7eb
Source dataset
uspto-grants-1999_02
Patent number
US05869501

Reaction notes

Loading…